Potassium Carbonate → HCID 20081722, compound

HRID 1609471Notes

Reaction equation

HRID 1609471 reaction equation
[NH2:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:14][CH2:15][CH2:16][N:17]([CH2:26][CH2:27][CH3:28])[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN(C)C=O>[ClH:14].[ClH:14].[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:15][CH2:16][N:17]([CH2:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:26][CH2:27][CH3:28])=[N:5][N:6]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 23205893HCID 23205893, compoundHCID 178509208HCID 178509208, compound

Product 1

HCID 20081722HCID 20081722, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4 g of 2-amino-5-mercapto-1,3,4-thiadiazole, 2.5 g of potassium carbonate and 7.0 g of 2-chloroethyl-(n-propyl)phenethylamine in 10 ml of dimethylformamide were stirred at 100° C. for 30 min. The mixture was then cooled and poured into ice-water, and the precipitated brown solid was filtered off with suction and partitioned in methyl t-butyl ether/water. The organic phase was separated off, washed with water and concentrated. The residue was taken up in 2N HCl and extracted with methylene chloride. The aqueous phase was adjusted to pH 7 with 2N NaOH, the precipitated white solid was filtered off with suction and suspended in i-propanol, and ethereal HCl was added. The white solid which was precipated by addition of methyl t-butyl ether was filtered off with suction and dried under reduced pressure.

Workup

  1. temperatureThe mixture was then cooled
  2. filtrationthe precipitated brown solid was filtered off with suction
  3. custompartitioned in methyl t-butyl ether/water
  4. customThe organic phase was separated off
  5. washwashed with water
  6. concentrationconcentrated
  7. extractionextracted with methylene chloride
  8. filtrationthe precipitated white solid was filtered off with suction
  9. additionethereal HCl was added
  10. additionThe white solid which was precipated by addition of methyl t-butyl ether
  11. filtrationwas filtered off with suction
  12. customdried under reduced pressure

Sources & evidence

ORD record
ord-0424e386fdb14811b2222b7b37dcde8c
Source dataset
uspto-grants-1995_03
Patent number
US05401743

Reaction notes

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